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Rushmore
1998
 
Wunderkind Max Fischer (Jason Schwartzman), a sophomore at upscale Rushmore Academy and the president of myriad school clubs, sees his world turn topsy-turvy when he's smitten with widowed first-grade teacher Rosemary Cross (Olivia Williams). To win her heart, Max enlists the aid of self-made steel magnate and school benefactor Herman J. Blume (Bill Murray), only to end up vying with the millionaire industrialist for Rosemary's affections.
Synopsis compliments of Netflix
Comedy, Indie
 
I'm guessing this is based on a book, I feel like there is a lot more to the relationships that is cut out of the movie. People skip from introductions to being best friends a conversation or two later, with no explanation.
 
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